Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols

Jonathan O. Bauer; Subrata Chakraborty; David Milstein

doi:10.1021/acscatal.7b01729

Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols

Jonathan O. Bauer, Subrata Chakraborty, David Milstein

Weizmann Institute of Science, Israel

Research output: Contribution to journal › Article › peer-review

58 Citations (Scopus)

Abstract

Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff-Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H₂, N₂, and water as the only byproducts.

Original language	English
Pages (from-to)	4462-4466
Number of pages	5
Journal	ACS Catalysis
Volume	7
Issue number	7
DOIs	https://doi.org/10.1021/acscatal.7b01729
Publication status	Published - Jul 7 2017

Keywords

alcohols
deoxygenation
homogeneous catalysis
manganese complex
pincer complexes

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1021/acscatal.7b01729

Fingerprint Dive into the research topics of 'Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols'. Together they form a unique fingerprint.

Cite this

@article{e5d52c5d22ee4ea18a4f72ec7b6043cc,

title = "Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols",

abstract = "Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff-Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.",

keywords = "alcohols, deoxygenation, homogeneous catalysis, manganese complex, pincer complexes",

author = "Bauer, {Jonathan O.} and Subrata Chakraborty and David Milstein",

note = "Funding Information: This research was supported by the European Research Council (ERC AdG No. 692775). J.O.B. thanks the Alexander von Humboldt Foundation for the awards of a Feodor Lynen Research and a Return Fellowship. S.C. thanks the Swiss Society of Friends of the Weizmann Institute of Science for a generous Postdoctoral Fellowship. Publisher Copyright: {\textcopyright} 2017 American Chemical Society. Copyright: Copyright 2018 Elsevier B.V., All rights reserved.",

year = "2017",

month = jul,

day = "7",

doi = "10.1021/acscatal.7b01729",

language = "English",

volume = "7",

pages = "4462--4466",

journal = "ACS Catalysis",

issn = "2155-5435",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols

AU - Bauer, Jonathan O.

AU - Chakraborty, Subrata

AU - Milstein, David

N1 - Funding Information: This research was supported by the European Research Council (ERC AdG No. 692775). J.O.B. thanks the Alexander von Humboldt Foundation for the awards of a Feodor Lynen Research and a Return Fellowship. S.C. thanks the Swiss Society of Friends of the Weizmann Institute of Science for a generous Postdoctoral Fellowship. Publisher Copyright: © 2017 American Chemical Society. Copyright: Copyright 2018 Elsevier B.V., All rights reserved.

PY - 2017/7/7

Y1 - 2017/7/7

N2 - Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff-Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.

AB - Deoxygenation of alcohols is an important tool in the repertoire of defunctionalization methods in modern synthetic chemistry. We report the base-metal-catalyzed direct deoxygenation of benzylic and aliphatic primary alcohols via oxidative dehydrogenation/Wolff-Kishner reduction. The reaction is catalyzed by a well-defined PNP pincer complex of Earth-abundant manganese, evolving H2, N2, and water as the only byproducts.

KW - alcohols

KW - deoxygenation

KW - homogeneous catalysis

KW - manganese complex

KW - pincer complexes

UR - http://www.scopus.com/inward/record.url?scp=85024832944&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85024832944&partnerID=8YFLogxK

U2 - 10.1021/acscatal.7b01729

DO - 10.1021/acscatal.7b01729

M3 - Article

AN - SCOPUS:85024832944

VL - 7

SP - 4462

EP - 4466

JO - ACS Catalysis

JF - ACS Catalysis

SN - 2155-5435

IS - 7

ER -

Manganese-Catalyzed Direct Deoxygenation of Primary Alcohols

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this